View 173 Black Meadow Road Chester, NY MLS# 948694
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$10
10,200

Sq.Ft.

173 Black Meadow Road

Chester, NY

Courtesy of KELLER WILLIAMS REALTY
View 74 Brookside Avenue Chester, NY MLS# 890712
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    $11
    17,605

    Sq.Ft.

    74 Brookside Avenue

    Chester, NY

    Courtesy of KELLER WILLIAMS REALTY
    View 80 Black Meadow Road Chester, NY MLS# 932378
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      $12
      12,500

      Sq.Ft.

      80 Black Meadow Road

      Chester, NY

      Courtesy of MK REALTY INC
      The time to sell is now! THE TIME TO SELL IS NOW!
      View 1220 Co Hwy 51 Chester, NY MLS# 899135
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        $15
        562,450

        Sq.Ft.

        1220 Co Hwy 51

        Chester, NY

        Courtesy of AVION
        View 1108 Kings Highway Chester, NY MLS# 914866
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          $675

          1108 Kings Highway

          Chester, NY

          Courtesy of RE/MAX BENCHMARK REALTY GROUP
          View 38 Main Street 36 E Chester, NY MLS# 913608
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            $1,600
            4,669

            Sq.Ft.

            38 Main Street 36 E

            Chester, NY

            Courtesy of RE/MAX BENCHMARK REALTY GROUP
            View 148 Main Street Chester, NY MLS# H6153771
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              $1,900
              34,322

              Sq.Ft.

              148 Main Street

              Chester, NY

              Courtesy of KELLER WILLIAMS REALTY
              View 1 Sackett Square Chester, NY MLS# 918269
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                $2,000
                2,000

                Sq.Ft.

                1 Sackett Square

                Chester, NY

                Courtesy of MK REALTY INC
                View 12 Elkay Chester, NY MLS# 921701
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                  $2,000
                  1,600

                  Sq.Ft.

                  12 Elkay

                  Chester, NY

                  Courtesy of KELLER WILLIAMS REALTY
                  View 44 High Street 133 Chester, NY MLS# 949510
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                  $2,000
                  1

                  Beds

                  1.1

                  Baths

                  970

                  Sq.Ft.

                  44 High Street 133

                  Chester, NY

                  Courtesy of CURASI REALTY, INC.
                  View 12 Railroad Avenue Floor 2 Chester, NY MLS# 945623
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                  $2,100
                  2

                  Beds

                  1.0

                  Baths

                  1,000

                  Sq.Ft.

                  12 Railroad Avenue Floor 2

                  Chester, NY

                  Courtesy of BHG REAL ESTATE GREEN TEAM
                  View 82 High Street 2 Chester, NY MLS# 919939
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                    1 of 24
                    $2,200
                    2

                    Beds

                    1.0

                    Baths

                    900

                    Sq.Ft.

                    82 High Street 2

                    Chester, NY

                    Courtesy of Weichert Realtors - Monroe
                    View 49 Main Street Chester, NY MLS# 944378
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                      $2,200
                      1,500

                      Sq.Ft.

                      49 Main Street

                      Chester, NY

                      Courtesy of DAF REALTY
                      View 44 High Street 325 Chester, NY MLS# 949513
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                      $2,300
                      2

                      Beds

                      2.0

                      Baths

                      1,072

                      Sq.Ft.

                      44 High Street 325

                      Chester, NY

                      Courtesy of CURASI REALTY, INC.
                      View 2805 Whispering Hills Chester, NY MLS# 908873
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                        $2,400
                        2

                        Beds

                        1.1

                        Baths

                        1,072

                        Sq.Ft.

                        2805 Whispering Hills

                        Chester, NY

                        Courtesy of HOMESMART HOMES & ESTATES
                        View 2208 Whispering Hills Chester, NY MLS# 927893
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                          1 of 6
                          $2,450
                          2

                          Beds

                          1.1

                          Baths

                          1,072

                          Sq.Ft.

                          2208 Whispering Hills

                          Chester, NY

                          Courtesy of HFA REALTY GROUP
                          View 3607 Whispering Hills Chester, NY MLS# 938927
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                            1 of 12
                            $2,450
                            2

                            Beds

                            1.1

                            Baths

                            1,086

                            Sq.Ft.

                            3607 Whispering Hills

                            Chester, NY

                            Courtesy of KELLER WILLIAMS REALTY
                            View 1107 Whispering Hills Chester, NY MLS# 949503
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                            $2,450
                            2

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                            1.1

                            Baths

                            1,086

                            Sq.Ft.

                            1107 Whispering Hills

                            Chester, NY

                            Courtesy of HOMESMART HOMES & ESTATES
                            View 1460 State Route 17M Suite D Chester, NY MLS# 931266
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                              1 of 25
                              $2,700
                              9,536

                              Sq.Ft.

                              1460 State Route 17M Suite D

                              Chester, NY

                              Courtesy of RAND COMMERCIAL
                              View 4321 Whispering Hills Chester, NY MLS# 938294
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                                1 of 16
                                $2,950
                                3

                                Beds

                                2.1

                                Baths

                                1,331

                                Sq.Ft.

                                4321 Whispering Hills

                                Chester, NY

                                Courtesy of FIELD POINTE REALTY LLC

                                About Chester

                                Listings in Chester, NY

                                60

                                Estimated median home price

                                $592,450
                                Chester NY Homes for Sale & Properties

                                Weichert Realtors is one of the nation's leading providers of Chester, New York real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Chester, NY.

                                Homes for Sale by Price in Chester, NY

                                PriceCount
                                $0 - 100K1
                                $100K - 200K2
                                $200K - 300K5
                                $300K - 400K12
                                $400K - 500K7
                                $500K - 600K3
                                $600K - 700K9
                                $700K - 800K4
                                $800K - 900K3
                                $900K - 1M1
                                $1M - Max13

                                Homes for Sale by Type in Chester, NY

                                Property TypeCount
                                Single Family33
                                Townhouse0
                                Condo9
                                Commercial7
                                Rental27
                                Lots and Land9
                                Condo/Town/CoOp0
                                CoOp0
                                Multi Family2
                                Mobile Home0
                                Farms0

                                (Data as of 1/9/2026)

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                                Information deemed reliable but not guaranteed.

                                The data relating to real estate for sale on this website comes in part from the IDX Program of OneKey® MLS.

                                The source of the displayed data is either the property owner or public record provided by non-governmental third parties. It is believed to be reliable but not guaranteed. This information is provided exclusively for consumers’ personal, non-commercial use.

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